
He was the fun one. The loud one. The light in every room.
But behind the smile, he was quietly falling apart.
In this vulnerable and powerful conversation, we explore what happens when the version of you that everyone loves stops working—when the mask slips, and the pain finally surfaces.
My longtime friend, Kyle Flanagan, shares his journey through emotional burnout, identity crisis, self-destructive choices, and the slow process of rebuilding his life with honesty and compassion. We talk about:
Hiding in the role of “the happy one”
What unaddressed pain can do to a marriage, faith, and friendships
The lies we tell ourselves to avoid shame
Radical self-compassion and what it really means to heal
How tiny acts of kindness and connection rebuild your sense of worth
The difference between pretending to be joyful and actually feeling joy again
This episode is a powerful reminder that you’re not too far gone, you’re not too broken, and you don’t have to perform to be loved.
Whether you’re holding it all together for everyone else, or just starting to question who you really are beneath the mask—this one’s for you.